Windermere Florida Homes for Sale

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326 total properties
Did you mean the neighborhood Windermere?
View 8641 BROOKVALE DRIVE Windermere, FL MLS# O6433201
  • Recently Listed with Virtual Tour
1 of 23
$410,000
3

Beds

2.1

Baths

1,526

Sq.Ft.

8641 BROOKVALE DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 930 EAST BOULEVARD Windermere, FL MLS# O6437093
  • Recently Listed with Virtual Tour
1 of 48
$1,895,000
4

Beds

4.1

Baths

2,868

Sq.Ft.

930 EAST BOULEVARD

Windermere, FL

View 6309 EARTHGOLD DRIVE Windermere, FL MLS# O6436644
  • Recently Listed with Virtual Tour
1 of 30
$880,000
4

Beds

2.1

Baths

2,648

Sq.Ft.

6309 EARTHGOLD DRIVE

Windermere, FL

Courtesy of REALTY HUB
The time to sell is now! THE TIME TO SELL IS NOW!
View 13321 LUSH LIME ALLEY Windermere, FL MLS# TB8542700
  • Recently Listed with Virtual Tour
1 of 21
$556,256
3

Beds

2.1

Baths

1,649

Sq.Ft.

13321 LUSH LIME ALLEY

Windermere, FL

View 4302 ISABELLA CIR Windermere, FL MLS# O6436735
  • Recently Listed with Virtual Tour
1 of 90
$3,700,000
5

Beds

6.1

Baths

5,362

Sq.Ft.

4302 ISABELLA CIR

Windermere, FL

View 7430 BENTONSHIRE AVENUE Windermere, FL MLS# O6436022
  • Recently Listed with Virtual Tour
1 of 59
OPEN HOUSE: Sunday 8/30 12:00 PM - 3:00 PM
$354,900
2

Beds

2.1

Baths

1,412

Sq.Ft.

7430 BENTONSHIRE AVENUE

Windermere, FL

Courtesy of EXP REALTY LLC
View 11734 WATER RUN ALLEY Windermere, FL MLS# S5156211
  • Recently Listed with Virtual Tour
1 of 57
$445,000
3

Beds

2.1

Baths

1,727

Sq.Ft.

11734 WATER RUN ALLEY

Windermere, FL

View 6239 RYDAL COURT Windermere, FL MLS# O6435610
$1,495,000
5

Beds

4.1

Baths

4,238

Sq.Ft.

6239 RYDAL COURT

Windermere, FL

View 9043 HORIZON POINTE TRAIL Windermere, FL MLS# O6436017
  • Recently Listed with Virtual Tour
1 of 53
$870,000
4

Beds

3.0

Baths

3,746

Sq.Ft.

9043 HORIZON POINTE TRAIL

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 8168 BOAT HOOK LOOP 303 Windermere, FL MLS# O6435857
$320,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

8168 BOAT HOOK LOOP 303

Windermere, FL

View 8291 PROCIDA ISLE LANE Windermere, FL MLS# O6436040
  • Recently Listed with Virtual Tour
1 of 79
$775,000
4

Beds

3.0

Baths

2,224

Sq.Ft.

8291 PROCIDA ISLE LANE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 11348 WILLOW GARDENS DRIVE Windermere, FL MLS# O6435449
  • Recently Listed with Virtual Tour
1 of 7
$964,500
5

Beds

3.0

Baths

2,717

Sq.Ft.

11348 WILLOW GARDENS DRIVE

Windermere, FL

View PARK RIDGE GOTHA ROAD Windermere, FL MLS# S5156135
  • Recently Listed with Virtual Tour
1 of 6
$200,000
Studio

Beds

0.0

Baths

PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 12832 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6433322
$760,000
5

Beds

3.1

Baths

3,705

Sq.Ft.

12832 WESTSIDE VILLAGE LOOP

Windermere, FL

View 6828 HELMSLEY CIRCLE Windermere, FL MLS# O6435655
  • Recently Listed with Virtual Tour
1 of 21
$575,000
4

Beds

3.0

Baths

2,064

Sq.Ft.

6828 HELMSLEY CIRCLE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 1243 DINGENS AVENUE Windermere, FL MLS# O6435494
  • Recently Listed with Virtual Tour
1 of 55
$990,000
4

Beds

3.0

Baths

2,728

Sq.Ft.

1243 DINGENS AVENUE

Windermere, FL

View 3986 ISABELLA CIRCLE Windermere, FL MLS# O6432946
  • Recently Listed with Virtual Tour
1 of 29
$3,599,000
5

Beds

5.2

Baths

5,342

Sq.Ft.

3986 ISABELLA CIRCLE

Windermere, FL

View 1480 HEMPEL AVENUE Windermere, FL MLS# S5156040
  • Recently Listed with Virtual Tour
1 of 43
$1,760,000
5

Beds

4.1

Baths

4,219

Sq.Ft.

1480 HEMPEL AVENUE

Windermere, FL

View 8278 PROCIDA ISLE LANE Windermere, FL MLS# O6435099
  • Recently Listed with Virtual Tour
1 of 75
$900,000
6

Beds

4.0

Baths

4,176

Sq.Ft.

8278 PROCIDA ISLE LANE

Windermere, FL

View 11113 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6434392
  • Recently Listed with Virtual Tour
1 of 33
$2,395,000
5

Beds

5.1

Baths

4,094

Sq.Ft.

11113 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of QUATTRO R E SOLUTIONS LLC

About Windermere

"Among the lakes" is the phrase that the town of Windermere has chosen for its description, and aptly so.  Almost completely surrounded by water, Windermere is a lovely small town that will always be limited in population growth by available land.  Lake Butler is the largest body of water in the region, which is often referred to as the "Butler chain of lakes."  Situated in southeast Orange County, the residential villages and homes throughout the lake area are as beautiful as the backdrop of scenery they enjoy.  Some multi-million dollar lakefront mansions combine with more modest but often luxurious homes in a variety of architectural styles.  The Islesworth Golf & Country Club in Windermere rivals the lush fairways of highly acclaimed Bay Hill for sheer bayside splendor.  Also located in this small town is a fully accredited independent school for students in pre-kindergarten through eighth grade called Buena Vista Academy.  While the residents of Windermere can enjoy the exclusive resort setting and serenity of their community, the first-rate cultural, educational, and healthcare advantages of Orlando remain close to home. 

Listings in Windermere, FL

324

Estimated median home price

$984,750
Windermere FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Windermere, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Windermere, FL.

Homes for Sale by Price in Windermere, FL

PriceCount
$0 - 100K0
$100K - 200K1
$200K - 300K2
$300K - 400K21
$400K - 500K31
$500K - 600K32
$600K - 700K31
$700K - 800K19
$800K - 900K15
$900K - 1M13
$1M - Max159

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family251
Townhouse46
Condo10
Commercial1
Rental83
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 8/27/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 8/28/2026.